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Buphedrone, also known as α-methylamino-butyrophenone (MABP), is a
stimulant Stimulants (also often referred to as psychostimulants or colloquially as uppers) is an overarching term that covers many drugs including those that increase activity of the central nervous system and the body, drugs that are pleasurable and inv ...
of the
phenethylamine Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace amin ...
and
cathinone Cathinone (also known as benzoylethanamine, or β-keto-amphetamine) is a monoamine alkaloid found in the shrub '' Catha edulis'' (khat) and is chemically similar to ephedrine, cathine, methcathinone and other amphetamines. It is probably the m ...
chemical classes that was first synthesized in 1928. It is legal in most countries as a
research chemical Research chemicals are chemical substances used by scientists for medical and scientific research purposes. One characteristic of a research chemical is that it is for laboratory research use only; a research chemical is not intended for human o ...
, as long as it is not intended for human consumption.


Chemistry

Buphedrone is a beta-ketone and is related to the naturally occurring compounds,
cathinone Cathinone (also known as benzoylethanamine, or β-keto-amphetamine) is a monoamine alkaloid found in the shrub '' Catha edulis'' (khat) and is chemically similar to ephedrine, cathine, methcathinone and other amphetamines. It is probably the m ...
and
cathine -norpseudoephedrine, also known as cathine and (+)-norpseudoephedrine, is a psychoactive drug of the phenethylamine and amphetamine chemical classes which acts as a stimulant. Along with cathinone, it is found naturally in '' Catha edulis'' (kha ...
. It is also related to
methamphetamine Methamphetamine (contracted from ) is a potent central nervous system (CNS) stimulant that is mainly used as a recreational drug and less commonly as a second-line treatment for attention deficit hyperactivity disorder and obesity. Methamph ...
, differing by the β-
ketone In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bo ...
substituent (at the beta carbon) and an
ethyl group In organic chemistry, an ethyl group (abbr. Et) is an alkyl substituent with the formula , derived from ethane (). ''Ethyl'' is used in the International Union of Pure and Applied Chemistry's nomenclature of organic chemistry for a saturated ...
replacing the
methyl In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many ...
group at the carbon alpha to the amine. One other name for buphedrone is phenylacetoethyl-methylamine. Buphedrone as free base is very unstable; it is prone to dimerization like other α-amino ketones. Because of this, it is sold as various salts, with a hydrochloride being most common.


Effects

Buphedrone increases spontaneous rodent locomotor activity, potentiates the release of
dopamine Dopamine (DA, a contraction of 3,4-dihydroxyphenethylamine) is a neuromodulatory molecule that plays several important roles in cells. It is an organic compound, organic chemical of the catecholamine and phenethylamine families. Dopamine const ...
from
dopaminergic Dopaminergic means "related to dopamine" (literally, "working on dopamine"), dopamine being a common neurotransmitter. Dopaminergic substances or actions increase dopamine-related activity in the brain. Dopaminergic brain pathways facilitate d ...
nerve A nerve is an enclosed, cable-like bundle of nerve fibers (called axons) in the peripheral nervous system. A nerve transmits electrical impulses. It is the basic unit of the peripheral nervous system. A nerve provides a common pathway for the e ...
terminals in the brain, and causes appetite suppression. It also causes a possibly dangerous effect of decreasing subjective feeling of thirst. The effects of buphedrone have also been compared to
methamphetamine Methamphetamine (contracted from ) is a potent central nervous system (CNS) stimulant that is mainly used as a recreational drug and less commonly as a second-line treatment for attention deficit hyperactivity disorder and obesity. Methamph ...
, with more euphoria and less physical stimulation. Most commonly reported effects include: * Elevated mood,
euphoria Euphoria ( ) is the experience (or affect) of pleasure or excitement and intense feelings of well-being and happiness. Certain natural rewards and social activities, such as aerobic exercise, laughter, listening to or making music and da ...
* Increased alertness * Dilated pupils (rare) * Slurred speech (rare) * Increased heart rate * Talkativeness * Increased empathy and sense of communication * Increased sex drive * Temporary erectile dysfunction in men * Restlessness * Insomnia * Increased motivation Depending on the route of administration, the duration varies from approximately 2.5 (IV) to 6 hours (orally) and may be followed by unpleasant symptoms associated with
withdrawal Withdrawal means "an act of taking out" and may refer to: * Anchoresis (withdrawal from the world for religious or ethical reasons) * ''Coitus interruptus'' (the withdrawal method) * Drug withdrawal * Social withdrawal * Taking of money from a ban ...
, which may include: * Dysphoria * Tiredness * Sweating * Loss of concentration


Legal status

As of October 2015 buphedrone is a controlled substance in China. Buphedrone is an Anlage II controlled drug in Germany.


See also

*
Pentedrone Pentedrone (also known as α-methylaminovalerophenone) is a stimulant of the cathinone class that has been sold as a designer drug and has been found since 2010 as an ingredient in a number of " bath salt" mixes sold as legal highs. Pharmacolo ...
*
4-Methylbuphedrone 4-Methylbuphedrone (also known as 4-MeMABP, BZ-6378 and 4-Methyl-α-methylamino-butyrophenone), is a stimulant drug of the cathinone class that has been sold online as a designer drug. It was first reported to the EMCDDA in November 2011. L ...
*
4-Methylpentedrone 4-Methylpentedrone (also known as 4-MPD and 4-Methyl-α-methylamino-valerophenone), is a stimulant drug of the cathinone class that has been sold online as a designer drug. It is a higher homolog of 4-methylmethcathinone (mephedrone) and 4-methy ...


References

{{Phenethylamines Cathinones Designer drugs Norepinephrine-dopamine releasing agents